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Acid Red 27

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Name

Acid Red 27

EINECS 213-022-2
CAS No. 915-67-3 Density 1.5 g/cm3
PSA 241.69000 LogP 6.06870
Solubility 50 g/L (20 °C) in water Melting Point >300 °C
Formula C20H14N2O10S3.3Na Boiling Point N/A
Molecular Weight 604.482 Flash Point 44ºC
Transport Information N/A Appearance Dark red solid
Safety 36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 915-67-3 (Acid Red 27) Hazard Symbols IrritantXi
Synonyms

Amaranth;2,7-Naphthalenedisulfonic acid, 3-hydroxy-4-((4-sulfo-1-naphthalenyl)azo)-, trisodium salt;3-Hydroxy-4-((4-sulfo-1-naphthalenyl)azo)-2,7-naphthalenedisulfon- ic acid, trisodium salt;1-(4-Sulfo-1-naphthylazo)-2-naphthol-3,6-disulfonic acid trisodium salt;2-Hydroxy-1,1'-azonaphthalene-3,6,4'-trisulfonic acid trisodium salt;Acetacid Red 2BR;Acid Amaranth N;Bordeaux S;C.I. Acid Red 27;

 

Acid Red 27 Synthetic route

915-67-3

amaranth

84-86-6

4-amino-1-naphthalenesufonic acid

Conditions
ConditionsYield
With α-D-glucose 6-phosphate; phosphate buffer pH 7.4; rat hepatic azoreductase; NADP In water at 37℃; Rate constant;
915-67-3

amaranth

A

disodium 1,2-naphthoquinone-3,6-disulfonate

B

130-15-4

[1,4]naphthoquinone

Conditions
ConditionsYield
With chlorine dioxide In water Kinetics; pH-value; Concentration;
915-67-3

amaranth

124-38-9

carbon dioxide

Conditions
ConditionsYield
With C106H100Ag4I2N8P8S2(2+)*2I(1-); oxygen In water Kinetics; UV-irradiation;

Acid Red 27 Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 8 (1975),p. 41.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

Acid Red 27 Specification

The Acid Red 27 with CAS registry number of 915-67-3 is also known as Amaranth. The IUPAC name is Trisodium 3-oxo-4-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-2,7-disulfonate. It belongs to product categories of Dyes and Pigments; Organics; Analytical Chemistry; Food Colors by Food Sanitation Law in Japan. Its EINECS registry number is 213-022-2. In addition, the formula is C20H14N2O10S3.3Na and the molecular weight is 607.47. This chemical is a dark red solid that may cause inflammation to the skin or other mucous membranes. It is a suspected carcinogen. It should be sealed in cool, dry place. What's more, this chemical is used as food, medicines and cosmetics colorants.

Physical properties about Acid Red 27 are: (1)#H bond acceptors: 12; (2)#H bond donors: 4; (3)#Freely Rotating Bonds: 6; (4)Polar Surface Area: 241.69 ?2; (5)Rotatable Bond Count: 2; (6)Tautomer Count: 3; (7)Exact Mass: 603.926891; (8)MonoIsotopic Mass: 603.926891; (9)Topological Polar Surface Area: 238; (10)Heavy Atom Count: 38; (11)Complexity: 1200; (12)Undefined Bond StereoCenter Count: 1; (13)Covalently-Bonded Unit Count 4.

Preparation of Acid Red 27: it is prepared by coincidence reaction of 2-naphthol-3,6-disulphonate (R salt) with 1-naphthylamine-4-acid after diazotization. The reaction occurs with alkaline conditions. At last, product is obtained by salting out and purification.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C2C(=C1)C(=CC=C2S(=O)(=O)[O-])NN=C3C4=C(C=C(C=C4)S(=O)(=O)[O-])C=C(C3=O)S(=O)(=O)[O-].[Na+].[Na+].[Na+]
2. InChI: InChI=1S/C20H14N2O10S3.3Na/c23-20-18(35(30,31)32)10-11-9-12(33(24,
25)26)5-6-13(11)19(20)22-21-16-7-8-17(34(27,28)29)15-4-2-1-3-14(15)16;;;/h1-10,21H,(H,24,25,26)(H,27,28,29)(H,30,31,32);;;/q;3*+1/p-3
3. InChIKey: VOBHRQFELWTZFS-UHFFFAOYSA-K

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Food and Cosmetics Toxicology. Vol. 14, Pg. 163, 1976.
rat LD50 intraperitoneal 1gm/kg (1000mg/kg)   Scientia Pharmaceutica. Vol. 47, Pg. 39, 1979.
rat LD50 intravenous 1gm/kg (1000mg/kg)   Scientia Pharmaceutica. Vol. 47, Pg. 39, 1979.

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